Models: Olga Alexandrovskaia and Nick Bateman/both Q Management
Hair: Guy Laurent
Makeup: Elisa Flowers/ Bernstein & Andriulli
Camera Assistants: Mark Pokorny, Roberto Cameriere, James Fisher, Joseph Ferrucci, Miguel Enriquez
Photo Styling: Stacey Jones

Chicago Magazine's Fashion 2006 clothing
On Olga: Black Russel Square cotton shirt ($370), Thomas Wylde Kensal Green gray cashmere tank top ($1,000), silk signature print Skull Row tie ($175), Marble Arch black embossed-leather belt ($588), gray wool tweed Moorgate pants ($980), and All Saints cornflower-blue Barolo leather bag ($1,700), all at Blake, 212 West Chicago Avenue. On Nick: Burberry azure double-cuff poplin shirt ($280) and ink double-breasted poplin pinstripe jacket ($1,395) and trousers ($595), all at Burberry, 633 North Michigan Avenue.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
Eia Haut-de-Forme ripe cherry hat in velour felt with chenille-dotted veils and Parisian feathers ($450), by appointment at Eia Millinery Design, 773-975-5959. Pink Tartan bordeaux cotton velvet Cameron blazer ($398) at Frances Heffernan, 810 Elm Street, Winnetka. Pink Tartan berry silk ascot ($98), pea-green cotton Merino sweater ($228), and Kensington wool-and-cotton-blend plaid pants, all at Saks Fifth Avenue, 700 North Michigan Avenue.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
Eia Grand Fedora in forest-and-chocolate velour felt with vintage feathers ($380), by appointment at Eia Millinery Design. Marlowe white wool-and-silk-blend jacket with piqué lapels ($1,045), white cashmere turtleneck ($595), and white wool-and-silk-blend soft-front cuffed trousers ($655), all at Marlowe, 800 North Michigan Avenue. Bottega Veneta purple leather Malva Ayers Intreccio Butterfly Knot clutch ($1,780) at Bottega Veneta, 800 North Michigan Avenue. Tod’s white patent leather wedges ($425) at Tod’s, 121 East Oak Street.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
On Nick: Paul Stuart olive multicheck wool suit ($1,484), beige multistripe cotton dress shirt ($148.50), and purple silk tie ($118.50), all at Paul Stuart, 875 North Michigan Avenue. Tod’s brown leather lace-up shoes ($645) at Tod’s.
On Olga: Oscar de la Renta cropped brown cashmere and angora jacket with embroidered trim ($2,600), white cotton sleeveless ruffled tuxedo blouse with bow tie ($900), and charcoal wide-leg cuffed wool flannel pants with ribbon belt ($1,050), all at Nordstrom, 55 East Grand Avenue. Tod’s gray lizard Marlene pouch ($1,225) at Tod’s. Tania Spinelli red leather HH ankle boots ($695) at Josephine, 1405 North Wells Street.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
Yohji Yamamoto black double-breasted silk jacket ($3,500) and black wide-leg silk pants with belt ($1,750) at Macy’s State Street and Ikram, 873 North Rush Street.  
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
J. Mendel navy silk taffeta tuxedo blouse ($2,500), belt from black silk wool jacquard bubble skirt (not shown, $1,950) used as bow at neckline, and black wool pants ($1,750), all at J. Mendel, 919 North Michigan Avenue.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement
Marni deep-blue belted wool coat ($1,505), black-and-white polka-dotted taffeta blouse ($500), and dark-gray wool trousers ($560), all at Blake. Tod’s tan Jodie patent leather heels ($465) at Tod’s.
 
menswear-inspired clothing featured in Chicago Magazine's Fall 2006 Fashion supplement

Comme des Garçons black wool jacket with attached jacquard dress ($3,430) at Ikram. Marlowe classic white cotton slim tuxedo shirt with French cuffs ($365) at Marlowe. Wolford opaque black satin tights ($42) at Bloomingdale’s, 900 North Michigan Avenue. Tod’s black patent leather booties with suede trim ($445) at Tod’s.

Beauty note: Clinique High Definition Lashes Mascara in Black, Brush-On Cream Eyeliner in Deep Brown, Colour Surge Eye Shadow Duo in Spruced Up, Defining Lips Long Last Lipstick in Pink Sand, and Blushing Blush in Patchwork Pink, all at Carson Pirie Scott State Street.